Trifluoroacetic acid → HCID 178507900, compound

HRID 2239836Notes

Reaction equation

HRID 2239836 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9]2[CH:10]=[C:11]([NH:18]CC3C=CC(OC)=CC=3)[C:12]3[N:13]([CH:15]=[CH:16][N:17]=3)[N:14]=2)[CH2:4][CH2:3]1.C(O)(C(F)(F)F)=O>ClCCl>[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9]2[CH:10]=[C:11]([NH2:18])[C:12]3[N:13]([CH:15]=[CH:16][N:17]=3)[N:14]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178490950HCID 178490950, compound

Product 1

HCID 178507900HCID 178507900, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To N6-(trans-4-aminocyclohexyl)-N8-(4-methoxybenzyl)imidazo[1,2-b]pyridazine-6,8-diamine from 1b in dichloromethane (5 mL) was added TFA (2 mL). After stirring at RT for 2 hours, the reaction solution was concentrated in vacuo To provide crude N6-(trans-4-aminocyclohexyl)imidazo[1,2-b]pyridazine-6,8-diamine that was used without further purification. LC/MS, m/e 247.16 (M+1). HPLC Rt, 0.73 min. Waters Sunfire C18 column (4.6×50 mm). 0%-100% B. Solvent B: (90% MeOH, 10% H2O, 0.1% TFA). Solvent A: (10% MeOH, 90% H2O, 0.1% TFA). Gradient, start % B=0, final % B=100, gradient time 4 min, hold at 100% B 1 min, flow rate 4 mL/min.

Workup

  1. concentrationthe reaction solution was concentrated in vacuo

Sources & evidence

ORD record
ord-d3e4fc89d84643a0adaba4333b3c1d8e
Source dataset
uspto-grants-2010_05
Patent number
US07723336B2

Reaction notes

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